[1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide

Base Information

• Chemical Name: [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide
• CAS No.: 503819-32-7
• Molecular Formula: C₂₉H₂₉NO₂S₂
• Molecular Weight: 487.687
• Mol file: 503819-32-7.mol

Synonyms:[1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide

Chemical Property of [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide

There total 3 articles about [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

(S)-1-ethyl-2-(p-tolylsulfinyl)benzene (302934-10-7) + (S)-N-benzylidene-4-toluenesulfinamide (153277-49-7) → [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide (503819-32-7)

Guidance literature:

(S)-1-ethyl-2-(p-tolylsulfinyl)benzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(S)-N-benzylidene-4-toluenesulfinamide; In tetrahydrofuran; hexane; at -78 ℃; Further stages.;

DOI:10.1021/ol027464h

Reference yield:

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) → [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide (503819-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiHMDS

2.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 82 percent / tetrahydrofuran; hexane / -78 °C

With lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/ol027464h

Reference yield:

benzaldehyde (100-52-7) → [1S,2S,(S)S]-N-{1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propyl}-p-toluenesulfinamide (503819-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiHMDS

2.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 82 percent / tetrahydrofuran; hexane / -78 °C

With lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/ol027464h

upstream raw materials:

(S)-1-ethyl-2-(p-tolylsulfinyl)benzene

(S)-N-benzylidene-4-toluenesulfinamide

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

benzaldehyde

Downstream raw materials:

(1S,2S)-1-phenyl-2-[(S)-2-(p-toluenesulfinyl)phenyl]propylamine